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$59+ Cheap flights from Jacksonville (JAX) to Caribbean

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 11/26. Fares are subject to change and may not be available on all flights or dates of travel.
JAX — SJU
Dec 18 — Dec 251
Thu 12/18
Thu 12/25
1 adult, Economy
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Cheap flight deals from Jacksonville to Caribbean

Keep the following information in mind while searching for Jacksonville to Caribbean flight deals. Data was last updated November 18, 2025.

Round-trip from

$204
(Frontier)

One-way from

$59
(Super.com)

Popular in

December

Cheapest in

August

Average price

$332

Good round-trip deal

$247 or less

Good one-way deal

$120 or less
From Jacksonville to Caribbean
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One-way flight from Jacksonville to Caribbean
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Highest demand for flights based on searches. 9% potential increase in price ($33 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($6 potential savings vs. average RT price).
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Average for round-trip flights in November 2025
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Price to beat on a round-trip flight from Jacksonville to Caribbean.
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Price to beat on a one-way flight from Jacksonville to Caribbean.
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Find flight deals from Jacksonville to Caribbean

Cheapest flights from Jacksonville to Caribbean
Explore the most affordable flight options available from Jacksonville to Caribbean. Find the lowest fares from popular airlines and budget airlines, with prices last updated on November 18, 2025.

This Super.com deal was found by Cheapflights users on 11/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/129:34 amJAX - SJU
Nonstop3h 02mFrontier
Fri 12/195:23 pmSJU - JAX
Nonstop3h 42mFrontier
Deal found 11/15$195
This Super.com deal was found by Cheapflights users on 11/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/113:34 pmJAX - SJU
Nonstop3h 01mFrontier
Sun 12/144:42 pmSJU - JAX
Nonstop3h 39mFrontier
Deal found 11/16$200
This Flightnetwork deal was found by Cheapflights users on 11/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Flightnetwork is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/247:51 pmJAX - SJU
Nonstop3h 03mFrontier
Fri 11/284:35 pmSJU - JAX
Nonstop3h 31mFrontier
Deal found 11/16$204
This Frontier deal was found by Cheapflights users on 11/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/247:51 pmJAX - SJU
Nonstop3h 03mFrontier
Thu 12/412:00 pmSJU - JAX
Nonstop3h 36mFrontier
Deal found 11/17$210
This Delta deal was found by Cheapflights users on 11/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/94:08 pmJAX - SJU
1 stop6h 12mDelta
Tue 12/167:00 amSJU - JAX
1 stop10h 30mDelta
Deal found 11/17$220
This American Airlines deal was found by Cheapflights users on 11/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/86:00 amJAX - SJU
1 stop6h 30mAmerican Airlines
Wed 12/175:56 pmSJU - JAX
1 stop6h 15mAmerican Airlines
Deal found 11/17$233
This Kiwi.com deal was found by Cheapflights users on 11/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/148:16 pmJAX - SJU
Nonstop2h 57mFrontier
Sun 12/215:23 pmSJU - JAX
Nonstop3h 42mFrontier
Deal found 11/16$239
This CheapOair deal was found by Cheapflights users on 11/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/113:34 pmJAX - SJU
Nonstop3h 01mFrontier
Sun 12/141:59 amSJU - JAX
1 stop20h 06mFrontier
Deal found 11/17$245
This CheapOair deal was found by Cheapflights users on 11/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/249:00 pmJAX - SJU
Nonstop2h 58mFrontier
Fri 1/94:54 pmSJU - JAX
Nonstop3h 39mFrontier
Deal found 11/16$247
This Frontier deal was found by Cheapflights users on 11/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/129:34 amJAX - SJU
Nonstop3h 02mFrontier
Mon 12/295:23 pmSJU - JAX
Nonstop3h 42mFrontier
Deal found 11/17$252
This Kiwi.com deal was found by Cheapflights users on 11/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/126:36 pmJAX - SJU
2 stops16h 56mMultiple Airlines
Fri 12/195:23 pmSJU - JAX
Nonstop3h 42mMultiple Airlines
Deal found 11/15$253
This American Airlines deal was found by Cheapflights users on 11/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/87:41 pmJAX - SJU
1 stop13h 28mAmerican Airlines
Sat 12/135:10 pmSJU - JAX
1 stop6h 13mAmerican Airlines
Deal found 11/17$258

Cheapflights Fare Finder

 
Customize your flight search to find flights from Jacksonville to Caribbean that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated November 18, 2025.
Use the filters below to find and compare flights from Jacksonville to Caribbean that are best for you.

Fly from

Jacksonville

Fly to

Caribbean

Route

Depart

Return

Price

JacksonvilleSan Juan

JAX - SJU

JAXSJU

Jacksonville

Wed 12/24

5:29 pm-2:34 am

2 stops32h 05m

San Juan Luis Munoz Marin Intl

Wed 12/31

5:23 pm-8:05 pm

Nonstop3h 42m

$312

JacksonvilleSan Juan

JAX - SJU

JAXSJU

Jacksonville

Wed 12/24

9:00 pm-12:58 am

Nonstop2h 58m

San Juan Luis Munoz Marin Intl

Mon 12/29

5:23 pm-8:05 pm

Nonstop3h 42m

$322

JacksonvilleSan Juan

JAX - SJU

JAXSJU

Jacksonville

Sat 1/17

3:28 pm-11:45 pm

1 stop7h 17m

San Juan Luis Munoz Marin Intl

Sat 1/24

6:15 am-12:41 pm

1 stop7h 26m

$335

JacksonvilleSan Juan

JAX - SJU

JAXSJU

Jacksonville

Mon 2/23

12:55 pm-12:40 am

2 stops10h 45m

San Juan Luis Munoz Marin Intl

Sat 2/28

6:55 am-5:05 pm

2 stops11h 10m

$339

JacksonvilleSan Juan

JAX - SJU

JAXSJU

Jacksonville

Mon 5/4

10:55 am-11:25 pm

2 stops12h 30m

San Juan Luis Munoz Marin Intl

Sat 5/9

10:00 am-9:05 pm

2 stops11h 05m

$349

JacksonvilleSan Juan

JAX - SJU

JAXSJU

Jacksonville

Thu 12/25

9:00 pm-12:58 am

Nonstop2h 58m

San Juan Luis Munoz Marin Intl

Mon 12/29

3:54 am-4:34 pm

2 stops37h 40m

$350

JacksonvilleSan Juan

JAX - SJU

JAXSJU

Jacksonville

Fri 12/12

1:15 pm-12:35 am

2 stops10h 20m

San Juan Luis Munoz Marin Intl

Tue 12/16

8:55 am-7:15 pm

2 stops11h 20m

$358

JacksonvilleSan Juan

JAX - SJU

JAXSJU

Jacksonville

Fri 12/5

9:34 am-1:36 pm

Nonstop3h 02m

San Juan Luis Munoz Marin Intl

Sun 12/7

4:42 pm-7:21 pm

Nonstop3h 39m

$370

JacksonvilleSan Juan

JAX - SJU

JAXSJU

Jacksonville

Mon 12/22

5:23 pm-7:13 pm

2 stops24h 50m

San Juan Luis Munoz Marin Intl

Wed 12/31

5:23 pm-8:05 pm

Nonstop3h 42m

$374

JacksonvilleSan Juan

JAX - SJU

JAXSJU

Jacksonville

Fri 3/13

7:10 pm-2:27 am

1 stop7h 17m

San Juan Luis Munoz Marin Intl

Mon 3/16

4:22 pm-12:43 am

1 stop8h 21m

$398

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/16

Showing 1-10 of 60 results
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Best time to book a flight from Jacksonville to Caribbean

Have a flexible travel schedule? Discover the best time to fly to Caribbean from Jacksonville with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Jacksonville to Caribbean

What is the cheapest month to book a flight from Jacksonville to Caribbean?

Currently, March is the cheapest month in which you can book a flight from Jacksonville to Caribbean (average of $78). Flying from Jacksonville to Caribbean in October is currently the most expensive (average of $259). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from JAX to CB?

Find hourly flight availability from Jacksonville to Caribbean. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated November 18, 2025.

When flying from Jacksonville to Caribbean, the time of day you fly usually plays a role in the price. Save by searching for a flight at noon, which can drop the price by up to 48% versus a flight in the afternoon.

What is the cheapest day to fly from Jacksonville to Caribbean?

Use this chart to determine the cheapest time to fly round-trip from Jacksonville to Caribbean. Price data was last updated on December 16, 2024.

Travelers seeking maximum savings on their Jacksonville to Caribbean flight should consider departing on Tuesday afternoons when fares are most often at their lowest. Friday afternoons flights should be avoided if possible as fares are typically the most expensive at this time.

Reviews of airlines servicing Caribbean

Get insights into the airlines that provide service to Caribbean. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Caribbean. Reviews last updated November 18, 2025.
Get a feel of what it's like to fly with Southwest, Delta, and American Airlines from Jacksonville to Caribbean by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,245 reviews

Comfort

8.0

Entertainment

7.5

Overall

8.0

Food

7.0

Boarding

8.1

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Southwest
8.0
Very good
4,245 reviews
Southwest
8.0
Very good
4,245 reviews

Comfort

8.0

Entertainment

7.5

Overall

8.0

Food

7.0

Boarding

8.1

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Delta
7.9
Good
8,007 reviews
Southwest
8.0
Very good
4,245 reviews

Comfort

8.0

Entertainment

7.5

Overall

8.0

Food

7.0

Boarding

8.1

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
American Airlines
7.2
Good
11,047 reviews
Southwest
8.0
Very good
4,245 reviews

Comfort

8.0

Entertainment

7.5

Overall

8.0

Food

7.0

Boarding

8.1

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
JetBlue
7.2
Good
2,905 reviews
Southwest
8.0
Very good
4,245 reviews

Comfort

8.0

Entertainment

7.5

Overall

8.0

Food

7.0

Boarding

8.1

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Frontier
5.8
Fair
3,103 reviews
Southwest
8.0
Very good
4,245 reviews

Comfort

8.0

Entertainment

7.5

Overall

8.0

Food

7.0

Boarding

8.1

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines

Related info for your journey

Find useful and relevant information for your journey from Jacksonville to Caribbean. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from Jacksonville to Caribbean?

    Jacksonville (JAX) is the airport you will fly out of if you book a flight from Jacksonville to Caribbean. It is only a 11.2 mi journey to Jacksonville (JAX) from Jacksonville’s city center.

  • How long is the flight from Jacksonville to Caribbean?

    A quick flight from Jacksonville to Caribbean can take about 7h 17m. Frontier provides one of the quickest options available for as low as $335. The distance from Jacksonville to Caribbean is about 1287 mi. This flight may include one or multiple stops.

  • What are the cheapest airlines to fly from Jacksonville to Caribbean one-way?

    The cheapest airlines for a one-way flight from Jacksonville to Caribbean are Frontier ($59), Delta ($165), and American Airlines ($165).

  • What are the most popular routes from Jacksonville to Caribbean?

    When deciding which route to take from Jacksonville to Caribbean consider Jacksonville - San Juan Luis Munoz Marin Intl, Jacksonville - Montego Bay Sangster Intl or Jacksonville - Punta Cana as they are the most popular.

  • What are the cheapest flights from Jacksonville to Caribbean?

    While on average a flight from Jacksonville to Caribbean is generally $245, our data shows the cheapest flight currently is $113. When looking at the most popular route, (Jacksonville - San Juan Luis Munoz Marin Intl), you can expect to pay $220 for that flight.

  • Can I find deals for flights from Jacksonville to Caribbean that include hotel bookings?

    Yes. In addition to deals on Jacksonville to Caribbean flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Jacksonville to Caribbean?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Jacksonville to Caribbean.

  • Can I find deals for business class flights from Jacksonville to Caribbean?

    Yes. Cheapflights offers flight deals from Jacksonville to Caribbean by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Jacksonville to Caribbean?

    Currently, March is the cheapest month in which you can book a flight from Jacksonville to Caribbean (average of $78). Flying from Jacksonville to Caribbean in October is currently the most expensive (average of $259). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

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Alternative routes for Jacksonville to Caribbean

See prices for flight routes from nearby airports that may be better suited for you.
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Top 5 airlines flying from Jacksonville to Caribbean

Discover the top 5 airlines that operate flights from Jacksonville to Caribbean. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated November 18, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$114Average$317FlexibilityNo cancel feeOn-time62%
DeltaCheapest$132Average$524FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$169Average$322FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$233Average$560FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$273Average$371FlexibilityNo cancel feeOn-time63%

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